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$743,148

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,172 Sq. Ft.
  • Updated 13 days ago
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Experience the perfect blend of historic charm and modern comfort in this home nestled in the sought-after golf cart district of Downtown Winter Garden. This residence captures the character of the hip historic neighborhood while offering the convenience and style of newer construction. Step instide to find an open floor plan featuring high ceilings with elegant crown molding, cermamic tile, luxury laminate flooring, and solid surface countertops thoughout. With 3 bedrooms and 2.5 bathrooms, the layout is both functional and flexible. The first floor features the primary bedroom with an on suite bathroom and seperate office that provides an ideal workspace. For convenience it has a built out laundry room and tankless water heater for energy efficiant living. While the second floor houses the additional bedrooms with a loft that offers the space for relaxation and recreation. Outdoor living is just as inviting. Enjoy morning coffee on the covered front porch, or unwind in the paved, fenced backyard complete with a built-in gazebo, perfect for entertaining. Conveniently located and a short distiance to Downtown Winter Garden's Plant Street and the picturesque Lake Apopka sunsets, this home offers a life-style that is both vibrant and relaxed. Don't miss this opportunity. Call for a showing appointment today.

Full Property Details for 417 S Main St

General

  • Sold For: $743,148
  • Taxes: $7,003 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6361513
  • Added to Site: 134 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Security/Safety: Security System

Exterior

  • Exterior Features: Irrigation System, Outdoor Grill, Private Yard
  • Deck/Patio: Covered, Front Porch, Patio
  • Porch/Patio/Deck: Covered, Front Porch, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: VININGS ADD WINTER GARDEN
  • Driving Directions: From HWY 50 and Dillard St in Winter Garden, Head North on Dillard St to West on Story St, Right on Main St House is 2 Blocks down on the Right-hand side
  • Direction Faces: West

School Information

  • Elementary School: Dillard Street Elem
  • Middle School: Lakeview Middle
  • High School: West Orange High

Community

  • Community Name: 34787 - Winter Garden/Oakland

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric, Exhaust Fan, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: None
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Water Connected

Structural Information

  • Architectural Info: Custom
  • Architectural Style: Custom
  • Exterior Const.: Brick, Cement Siding, Wood Siding
  • Roof: Shingle
  • Windows: Shutters
  • Stories/Levels: Two
  • Square Feet: 2,172
  • Sq. Ft. Source: Public Records
  • Living Area: 2,172 Sq. Ft.
  • Year Built: 2019

Additional Structures

  • Other Structures: Gazebo

Lot Features

  • Property View: City
  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,703
  • Lot Size: 8703
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Concrete
  • Fencing (Description): Fenced, Vinyl

Financial Considerations

  • Tax Amount: $7,003.33
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: FRIES SURVEY OF WINTER GARDEN VININGS ADDITION E/16 N 50 FT OF LOT 157 & W 25 FTOF LOT 111 (LESS S 45 FT OF W 25 FT OFLOT 111)
  • Flood Zone Info: X
  • APN: 232227890001571
  • Property ID: 232227890001571
  • Block/Lot/Section: 1

Listed by Re/Max Prime Properties
Sold by Compass Florida Llc

Listing agent

— 417 S Main St —

  • Re/Max Prime Properties

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 417 S Main St

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-50.8 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-81.2 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 417 S Main St

Date
Details
Price
Change
Source
3/16/2026
Sold
$743,148
-4.11%
MLS
11/18/2025
Listed
$775,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Re/Max Prime Properties
Sold by Compass Florida Llc

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417 S Main Street, Winter Garden, FL 34787 (MLS# O6361513) is a Single Family property that was sold at $743,148 on March 16, 2026. Want to learn more about 417 S Main Street? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.